HuagongsheHuagongshe Chemistry Print Report · For research reference only
8-Methoxy-2-cyanomethyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole → 8-Methoxy-2-(2-aminoethyl)-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 8-Methoxy-2-cyanomethyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole | HCID 19795666 | — |
| Catalyst | Rhodium | HCID 23948 | — |
| Solvent | Ammonia | HCID 222 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 8-Methoxy-2-(2-aminoethyl)-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole | HCID 19795689 | 95.3% |
Reaction Steps
The product from Example 16 (1.00 g) was dissolved in 90 ml methanol and 10 ml anhydrous ammonia. 0.100 g 5% Rh/Al2O3 was added and the reaction was hydrogenated at 4 atm for 4 h. The reaction was filtered and the solvent removed to yield 0.97 g of the desired product as a colorless oil. NMR (CDCl3) δ2.20-2.61 (m, 3H), 2.66-3.45 (m, 8H), 3.82 (s, 3H), 3.89 (m, 1H), 6.67 (d, 1H), 6.78 (d, 1H), 7.14 (t, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05244888 |
| Source dataset | uspto-grants-1993_09 |
| ORD ID | ord-b8624136abe04640a5b5ceda72784b10 |
| Source note | uspto-grants-1993_09 |